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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 279296Generated: October 30, 2026

Hippuric Acid → 4-{N-(N-benzoylglycyl)-N-(2,2-diphenylethyl)aminomethyl}-1-(4-chlorobenzyl)piperidine

https://huagongshe.com/reaction/279296

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHippuric AcidHCID 464—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantMethanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 2733084—
Reactant1-(4-chlorobenzyl)-4-{N-(2,2-diphenylethyl)aminomethyl}piperidineHCID 18426158—
SolventDichloromethaneHCID 6344—
Product4-{N-(N-benzoylglycyl)-N-(2,2-diphenylethyl)aminomethyl}-1-(4-chlorobenzyl)piperidineHCID 18426143—

Reaction Conditions

Temperature40 °C

Reaction Steps

A solution of 1-(4-chlorobenzyl)-4-{N-(2,2-diphenylethyl)aminomethyl}piperidine (0.084 mmol) in CH2Cl2 was treated with hippuric acid (1.1 equiv.), HBTU (1.1 equiv.), HOBt (1.1 equiv.). The reaction mixture was stirred at 40° C. for 24 h. General workup and preparative TLC (SiO2) afforded 4-{N-(N-benzoylglycyl)-N-(2,2-diphenylethyl)aminomethyl}-1-(4-chlorobenzyl)piperidine (Compound No. 524) (8.5 mg, 17%): The purity was determined by RPLC/MS (98%); ESI/MS m/e 580 (M++H, C36H38ClN3O2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06362177B1
Source datasetuspto-grants-2002_03
ORD IDord-da8729138a914af59ce4ccd9d106f01d
Source noteuspto-grants-2002_03